Anisotropic conductive film composition

ABSTRACT

An anisotropic conductive film (ACF) composition includes a binder having a thermoplastic resin and a styrene-acrylonitrile (SAN) copolymer resin, a curing composition, and conductive particles.

BACKGROUND OF THE INVENTION

1. Field of the Invention

Embodiments of the present invention relate to an anisotropic conductivefilm composition. More particularly, embodiments of the presentinvention relate to an anisotropic conductive film composition includinga styrene-acrylonitrile copolymer and exhibiting improved adhesion andlow contact resistance characteristics.

2. Description of the Related Art

In general, an anisotropic conductive film (ACF) refers to a film-typeadhesive having conductive particles dispersed in an insulating adhesivebinder. As such, the ACF may provide connections between electricalcomponents, e.g., semiconductor elements, circuits, and so forth. Morespecifically, the ACF may be compressed between electrical components,so the conductive particles may establish an electrical connectiontherebetween, and the insulting adhesive binder may flow away from theelectrical components to provide an insulating coating around theresultant electrical connection. The binder may also provide mechanicalbonding between the electrical components. Accordingly, the ACF may beused for electrical connection in, e.g., liquid crystal displays (LCDs),tape carrier packages (TCPs), printed circuit boards (PCBs), and soforth.

Conventional ACFs may include a binder, e.g., an epoxy-based binder or a(meth)acrylate-based binder, mixed with a curing agent. However, theconventional epoxy-based and/or (meth)acrylate-based binder may exhibitinsufficient adhesive properties and a relatively low glass transitiontemperature, thereby imparting poor mechanical connection and adhesionreliability to the conventional ACF.

In addition to insufficient adhesive properties, the epoxy-based bindermay require high curing temperature and long curing time, therebyimparting low long-term reliability to the ACF. With respect to the(meth)acrylate-based binder, in addition to insufficient adhesiveproperties, the (meth)acrylate-based binder may exhibit low heat andmoisture resistance. Additionally, the (meth)acrylate-based binder mayhave different flow properties with respect to the curing agent due todifferent rheology characteristic thereof, thereby causing eitherexcessive generation of foam upon low curing rate or low conductivityupon high curing rate, which in turn, may result in either lowreliability or low conductivity, respectively.

SUMMARY OF THE INVENTION

Embodiments of the present invention are therefore directed to ananisotropic conductive film composition, which substantially overcomesone or more of the disadvantages of the related art.

It is therefore a feature of an embodiment of the present invention toprovide an anisotropic conductive film composition with astyrene-acrylonitrile copolymer exhibiting improved adhesion and lowcontact resistance characteristics.

It is another feature of an embodiment of the present invention toprovide a method of manufacturing an anisotropic conductive filmcomposition with a styrene-acrylonitrile copolymer exhibiting improvedadhesion and low contact resistance characteristics.

At least one of the above and other features and advantages of thepresent invention may be realized by providing an anisotropic conductivefilm (ACF) composition, including a binder with a thermoplastic resinand a styrene-acrylonitrile (SAN) copolymer resin, a curing composition,and conductive particles.

The curing composition may include at least one (meth)acrylate oligomer,at least one (meth)acrylate monomer, and at least one radical initiator.The thermoplastic resin may be in an amount of about 5 wt % to about 50wt % by weight of the ACF composition, the SAN copolymer may be in anamount of about 5 wt % to about 50 wt % by weight of the ACFcomposition, the (meth)acrylate oligomer may be in an amount of about 1wt % to about 50 wt % by weight of the ACF composition, the(meth)acrylate monomer may be in an amount of about 1 wt % to about 30wt % by weight of the ACF composition, the radical initiator may be inan amount of about 0.1 wt % to about 15 wt % by weight of the ACFcomposition, and the conductive particles may be in an amount of about0.01 wt % to about 20 wt % by weight of the ACF composition. The radicalinitiator may be a light curing initiator or a heat curing initiator.

The (meth)acrylate oligomer may include one or more of urethane-based(meth)acrylate, epoxy-based (meth)acrylate, polyester-based(meth)acrylate, fluorine-based (meth)acrylate, fluorene-based(meth)acrylate, silicon-based (meth)acrylate, phosphate-based(meth)acrylate, maleimide modified (meth)acrylate, and/oracrylate(methacrylate), and may have an average molecular weight ofabout 1,000 to about 100,000. The (meth)acrylate monomer may include oneor more of 1,6-hexanediol mono(meth)acrylate,2-hydroxyethyl(meth)acrylate,2-hydroxypropyl(meth)acrylate,2-hydroxybutyl(meth)acrylate,2-hydroxy-3-phenyloxypropyl(meth)acrylate, 1,4-butanediol(meth)acrylate, 2-hydroxyalkyl (meth)acryloyl phosphate, 4-hydroxycyclohexyl(meth)acrylate, neopentylglycol mono(meth)acrylate,trimethylolethane di(meth)acrylate, trimethylolpropane di(meth)acrylate,pentaerythritol tri(meth)acrylate, dipentaerythritolpenta(meth)acrylate, pentaerythritol hexa(meth)acrylate,dipentaerythritol hexa(meth)acrylate, glycerine di(meth)acrylate,t-hydroperfuryl(meth)acrylate, isodecyl(meth)acrylate,2-(2-ethoxyethoxy)ethyl(meth)acrylate, stearyl (meth)acrylate,lauryl(meth)acrylate, 2-phenoxyethyl(meth)acrylate, isobornyl(meth)acrylate, tridecyl(meth)acrylate, ethoxylated nonylphenol(meth)acrylate, ethylene glycol di(meth)acrylate, diethylene glycoldi(meth)acrylate, triethylene glycol di(meth)acrylate, t-ethylene glycoldi(meth)acrylate, polyethylene glycol di(meth)acrylate, 1,3-butyleneglycol di(meth)acrylate, tripropylene glycol di(meth)acrylate,ethoxylated bisphenol-A di(meth)acrylate, cyclohexanedimethanoldi(meth)acrylate, phenoxy-t-glycol (meth)acrylate,2-methacryloyloxyethyl phosphate, dimethylol tricyclodecanedi(meth)acrylate, trimethylolpropane benzoate acrylate, and/orfluorene-based (meth)acrylate. The (meth)acrylate oligomer and/or the(meth)acrylate monomer may include a fluorene-based (meth)acrylate.

The (meth)acrylate oligomer and/or the (meth)acrylate monomer mayinclude a fluorene-based epoxy(meth)acrylate represented by formula (2)below

wherein each of R₁ and R₂ may be independently hydrogen or methyl, eachn may be independently an integer from 0 to 15, and each m may beindependently an integer from 2 to 4, or a fluorene-based urethane(meth)acrylate represented by formula (3) below,

wherein each of R₁ and R₄ may be independently hydrogen or methyl, eachof R₂ and R₃ may be independently a C₁₋₂₀ aliphatic or C₅₋₂₀ alicyclicor aromatic group, each n may be independently an integer from 1 to 5,and each m may be independently an integer from 2 to 5.

The curing composition may include at least one epoxy component and atleast one heat curing agent. The thermoplastic resin may be in an amountof about 5 wt % to about 50 wt % by weight of the ACF composition, theSAN copolymer may be in an amount of about 5 wt % to about 50 wt % byweight of the ACF composition, the epoxy component may be in an amountof about 1 wt % to about 80 wt % by weight of the ACF composition, theheat curing agent may be in an amount of about 0.1 wt % to about 15 wt %by weight of the ACF composition, and the conductive particles may be inan amount of about 0.01 wt % to about 20 wt % by weight of the ACFcomposition. The epoxy component may include one or more of bisphenolepoxy, novolac epoxy, glycidyl epoxy, an aliphatic epoxy, and/or analicyclic epoxy. The epoxy component may include one or more of asolid-phase epoxy, a liquid-phase epoxy, and/or a soluble epoxy. Theheat curing agent may be one or more of acid anhydride derivative, aminebased derivative, imidazole based derivative, hydrazide basedderivative.

The SAN copolymer may have a glass transition temperature of about 100°C. to 200° C. The SAN copolymer may have an average molecular weight ofabout 5,000 to about 200,000. The thermoplastic resin may have anaverage molecular weight of about 1,000 to about 1,000,000, and mayinclude one or more of an acrylonitrile-based resin, a butadiene-basedresin, an acryl-based resin, a urethane-based resin, an epoxy basedresin, a phenoxy-based resin, a polyamide-based resin, an olefin-basedresin, and/or a silicon-based resin. The conductive particles mayinclude metal particles, crystalline carbon particles, amorphous carbonparticles, metal coated polymeric particles, and/or insulation-coatedconductive particles. The ACF composition may further include at leastone additive in an amount of about 0.1 wt % to about 10 wt % by weightof the ACF composition. The additive may be one or more of apolymerization inhibitor, an antioxidant, a heat stabilizer, and/or acuring accelerator.

At least one of the above and other features and advantages of thepresent invention may be further realized by providing a method ofmanufacturing an anisotropic conductive film (ACF) composition,including forming a binder with a thermoplastic resin and astyrene-acrylonitrile (SAN) copolymer resin, and adding a curingcomposition and conductive particles to the binder.

At least one of the above and other features and advantages of thepresent invention may be further realized by providing an anisotropicconductive film (ACF), including a release layer, and a film compositionon the release layer, the composition including a thermoplastic resin, astyrene-acrylonitrile (SAN) copolymer resin, a curing composition, andconductive particles.

DETAILED DESCRIPTION OF THE INVENTION

Korean Patent Application No. 10-2006-0106239, filed on Oct. 31, 2006,in the Korean Intellectual Property Office, and entitled: “AnisotropicConductive Film Composition Using Styrene-Acrylonitrile Copolymer forHigh Reliability,” is incorporated by reference herein in its entirety.

Exemplary embodiments of the present invention will now be describedmore fully hereinafter. Aspects of the invention may, however, beembodied in different forms and should not be construed as limited tothe embodiments set forth herein. Rather, these embodiments are providedso that this disclosure will be thorough and complete, and will fullyconvey the scope of the invention to those skilled in the art.

An anisotropic conductive film (ACF) composition according to anembodiment of the present invention may include a binder to provide amatrix for film formation, a curing composition to impart adhesion tothe ACF, and conductive particles to provide conductivity to the ACF.The curing composition of the ACF composition may be either a radicalcuring composition or an epoxy curing composition. Accordingly,hereinafter, an ACF composition including a radical curing compositionwill be referred to as a radical ACF composition and an ACF compositionincluding an epoxy curing composition will be referred to as an epoxyACF composition.

The radical ACF composition may include a binder having at least onethermoplastic resin and at least one styrene-acrylonitrile (SAN)copolymer resin, a radical curing composition having at least one(meth)acrylate oligomer, at least one (meth)acrylate monomer, and atleast one radical initiator, and conductive particles. Morespecifically, the radical ACF composition may include about 5 to 50 wt %of a thermoplastic resin, about 5 to 50 wt % of a SAN copolymer resin,about 1 to 50 wt % of a (meth)acrylate oligomer, about 1 to 30 wt % of a(meth)acrylate monomer, about 0.1 to 15 wt % of a radical initiator, andabout 0.01 to 20 wt % of conductive particles. Unless indicatedotherwise, all percentages refer hereinafter to weight percentages basedon a total weight of the ACF composition, i.e., either a radical ACFcomposition or an epoxy ACF composition. It is further noted that unlessindicated otherwise, all references to “(meth)acrylate” compoundsinclude methacrylate and/or acrylate compounds.

The epoxy ACF composition may include a binder having at least onethermoplastic resin and at least one SAN copolymer resin, an epoxycuring composition having at least one epoxy-based components and atleast one heat curing agent, and conductive particles. Morespecifically, the epoxy ACF composition may include about 5 to 50 wt %of a thermoplastic resin, about 5 to 50 wt % of a SAN copolymer resin,about 1 to 80 wt % of at least one epoxy-based component, about 0.1 to15 wt % of a heat curing agent, and about 0.01 to 20 wt % of conductiveparticles. The epoxy-based component may be one or more of an epoxymonomer, an epoxy oligomer, and/or an epoxy resin. In other words, theepoxy-based component may include one or more of a bisphenol-basedcomponent, a novolac component, a glycidyl-type component, analiphatic-type component, and/or an alicyclic-type component.

The ACF composition, i.e., either a radical ACF composition or an epoxyACF composition, according to an embodiment of the present invention maybe advantageous, as compared to conventional ACF compositions, becauseuse of the SAN copolymer resin in the binder may impart high chargingdensity, superior heat resistance, improved chemical resistance andmechanical properties, increased adhesion properties, and low contactresistance to an ACF. Additionally, the ACF composition according to anembodiment of the present invention may maintain its superiorcharacteristics at high temperature and humidity conditions and/or undera thermal shock condition, thereby providing good adhesion reliabilityto, e.g., zinc, copper, polyimide, and so forth. As such, an ACF formedof an ACF composition according to embodiments of the present inventionmay improve productivity of, e.g., semiconductors.

Hereinafter, a detailed description of each of the radical and epoxy ACFcompositions will be described according to embodiments of the presentinvention. It should be noted that hereinafter, unless indicatedotherwise, an “ACF composition” may refer to either one or both of theradical ACF composition or the epoxy ACF composition.

The Radical ACF Composition:

The radical ACF composition may include a binder, a radical curingcomposition, and conductive particles.

The Binder:

The binder may include at least one thermoplastic resin and at least oneSAN copolymer resin. The thermoplastic resin may provide a matrix forfilm formation, and may be present in the composition in an amount ofabout 5 wt % to about 50 wt % of the ACF composition. The thermoplasticresin may include one or more of an acrylonitrile-based resin, abutadiene-based resin, a acryl-based resin, a urethane-based resin, anepoxy-based resin, a phenoxy-based resin, a polyamide-based resin, anolefin-based resin, and/or a silicon-based resin. For example, thethermoplastic resin may be one or more of polyvinyl butyral, polyvinylformal, polyester, phenol resin, epoxy resin, phenoxy resin, anacryl-based resin, and so forth.

The thermoplastic resin may have an average molecular weight rangingfrom about 1,000 to about 1,000,000. When the thermoplastic resin has amolecular weight lower than about 1,000, excess tack may be formed,thereby reducing strength and stability of the binder. When thethermoplastic resin has a molecular weight higher than about 1,000,000,compatibility thereof with the curing composition, e.g., (meth)acrylateoligomer and/or epoxy resin, may be reduced, thereby causing phaseseparation. In this respect, it is noted that the “molecular weight”refers to weight average molecular weight.

The SAN copolymer resin may be employed due to its transparency, goodheat and chemical resistances, superior electrical and mechanicalproperties, dimensional stability, relative low solubility, and soforth. The SAN copolymer may include at least one styrene monomer and atleast one acrylonitrile monomer polymerized into a copolymer by, e.g.,emulsion polymerization, suspension polymerization, bulk polymerization,and so forth. In is noted that the terms “styrene-acrylonitrilecopolymer,” “SAN copolymer,” “SAN copolymer resin,” and so forth may beused interchangeably hereinafter.

More specifically, the SAN copolymer may include the styrene andacrylonitrile monomers in any suitable proportion determined by one ofordinary skill in the art, e.g., the SAN copolymer may include about 70wt % to about 90 wt % styrene and about 10 wt % to about 30 wt %acrylonitrile based on the total weight of the SAN copolymer. Examplesof suitable commercially available SAN copolymer resins may include APseries of SAN resin (Cheil Industries, Inc.), SAN series of SAN resin(Kumho Petrochemical Co., Ltd.), Lustran series of SAN resin (Bayer),Luran S series of acrylonitrile-styrene-acrylonitrile (ASA) resin(BASF), and so forth.

The SAN copolymer may be present in the ACF composition in an amount ofabout 5 wt % to about 50 wt % of the ACF composition. The amount of theSAN copolymer may be lower than an amount of the thermoplastic resinwithin the binder of the ACF, so a ratio of the SAN copolymer to thethermoplastic resin within the binder of the ACF may be about 10:90 toabout 30:70 by weight. The SAN copolymer may have an average molecularweight of about 5,000 to about 200,000, and a glass transitiontemperature of about 100° C. or more, and preferably a glass transitiontemperature between about 100° C. to about 200° C., as measured by adifferential scanning calorimeter (DSC). A molecular weight of the SANcopolymer below about 5,000 may form an insufficiently strong binder,while a molecular weight of the SAN copolymer above about 2000,000 mayreduce compatibility thereof with the curing composition, therebycausing phase separation. A glass transition temperature below about100° C. may reduce adhesion strength of the ACF. An ACF compositionincluding the SAN copolymer resin in an amount below about 1 wt % mayhave reduced reliability, while an ACF composition including the SANcopolymer resin in an amount exceeding about 50 wt % may increasebrittleness of an ACF formed of the ACF composition.

The Curing Composition:

A ratio of the curing composition with respect to the binder in the ACFcomposition may be about 60:40 to about 40:60 by weight of curingcomposition to weight of binder. The curing composition of the radicalACF composition may include at least one (meth)acrylate oligomer, atleast one (meth)acrylate monomer, and at least one radical initiator.The (meth)acrylate oligomer may be present in the ACF composition in anamount of about 1 wt % to about 50 wt % of the ACF composition tofacilitate a curing reaction of the ACF composition, thereby providingadhesion reliability between electrical components to be connected bythe ACF. If the (meth)acrylate oligomer is used in excess of about 50 wt%, the curing reaction may trigger excessive crosslinking in the ACFfilm, thereby forming a highly rigid structure with increased shrinkage.The (meth)acrylate monomer may be present in the ACF composition in anamount of about 1 wt % to about 30 wt % of the ACF composition tofunction as a reactive diluent. The radical initiator may be present inthe ACF composition in an amount of about 0.1 wt % to about 15 wt % ofthe ACF composition.

The (meth)acrylate oligomer of the curing composition may include anysuitable (meth)acrylate oligomer having an average molecular weight ofabout 1,000 to about 100,000. For example, the (meth)acrylate oligomermay be one or more of urethane-based (meth)acrylate, epoxy based(meth)acrylate, polyester-based (meth)acrylate, fluorine-based(meth)acrylate, fluorene-based (meth)acrylate, silicon-based(meth)acrylate, phosphate-based (meth)acrylate, maleimide modified(meth)acrylate, and/or acrylate-methacrylate oligomer.

More specifically, if a urethane-based (meth)acrylate oligomer isemployed in the curing composition of the radical ACF composition, oneor more of polyester polyol; polyether polyol; polycarbonate polyol;polycaprolactone polyol; tetrahydrofurane-propyleneoxide ring openingcopolymer; polybutadiene diol; polydimethylsiloxane diol; ethyleneglycol; propylene glycol; 1,4-butanediol; 1,5-pentanediol;1,6-hexanediol; neopentyl glycol; 1,4-cyclohexane dimethanol; bisphenolA; hydrogenated bisphenol A; 2,4-toluene diisocyanate; 1,3-xylenediisocyanate; 1,4-xylene diisocyanate; 1,5-naphthalene diisocyanate;1,6-hexane diisocyanate; and/or isophorone diisocyanate, may be used.

If an epoxy(meth)acrylate oligomer is employed in the curing compositionof the radical ACF composition, one or more of 2-bromohydroquinone;resorcinol; catechol; bisphenol, e.g., bisphenol A, bisphenol F,bisphenol AD, bisphenol S, and so forth; 4,4′-dihydroxybiphenyl;bis(4-hydroxyphenyl)ether; alkyl; aryl; methylol; allyl; alicyclic;halogen(tetrabromobisphenol A); and/or nitro, may be used.

If a maleimide modified (meth)acrylate oligomer is employed in thecuring composition of the radical ACF composition, the (meth)acrylateoligomer may include at least two maleimide groups, e.g.,1-methyl-2,4-bismaleimidebenzene; N,N′-m-phenylenebismaleimide;N,N′-p-phenylenebismaleimide; N,N′-m-toylenebismaleimide;N,N′-4,4-biphenylenebismaleimide;N,N′-4,4-(3,3′-dimethylbiphenylene)bismaleimide;N,N′-4,4-(3,3′-dimethyldiphenylmethane)bismaleimide;N,N′-4,4-(3,3′-diethyldiphenylmethane)bismaleimide;N,N′-4,4-diphenylmethanebismaleimide;N,N′-4,4-diphenylpropanebismaleimide; N,N′-4,4-diphenyl etherbismaleimide; N,N′-3,3′-diphenylsulfone bismaleimide;2,2-bis(4-(4-maleimidephenoxy)phenyl)propane;2,2-bis(3-t-butyl-4-8(4-maleimidephenoxy)phenyl)propane;1,1-bis(4-(4-maleimidephenoxy)phenyl)decane;4,4′-cyclohexylidenebis(1-(4-maleimidephenoxy)-2-cyclohexylbenzene;2,2-bis(4-(4-maleimidephenoxy)phenyl)hexafluoropropane; and so forth.

If a fluorene-based (meth)acrylate oligomer is employed in the curingcomposition of the radical ACF composition, one or more of a fluorene(meth)acrylate oligomer represented by the formula (1), a fluorene-basedepoxy (meth)acrylate oligomer represented by the formula (2), and/or afluorene-based urethane (meth)acrylate oligomer represented by theformula (3) may be used.

In formula (1) above, each R may be independently a C₁₋₂₀ alkyl, alkoxy,aryl, or cycloalkyl, each m may be independently an integer from 0 to 4,and each n may be independently an integer from 2 to 5.

In formula (2) above, each of R₁ and R₂ may be independently hydrogen ormethyl, each n may be independently an integer from 0 to 15, and each mmay be independently an integer from 2 to 4.

In formula (3) above, each of R₁ and R₄ may be independently hydrogen ormethyl, each of R₂ and R₃ may be independently a C₁₋₂₀ aliphatic group,or a C₅₋₂₀ alicyclic or aromatic group, each n may be independently aninteger from 1 to 5, and each m may be independently an integer from 2to 5.

The fluorene derivative (meth)acrylate oligomer represented by formula(1) may be formed by generating an aryl radical, i.e., by reacting anaromatic diazoaluminum compound and a copper ion via a Pschorr reactionor by condensing a fluorenone formed by oxidizing fluorine with air anda phenol compound in the presence of a thiol compound. If the arylradical is generated by condensing a fluorenone, the fluorine may beformed by reacting indene and butadiene via a Diels-Alder reaction, andthe thiol compound may be, e.g., mercaptocarboxylic acid in ahydrochloric acid solution.

The fluorene-based epoxy(meth)acrylate oligomer represented by formula(2) may be formed by reacting a fluorene compound represented by formula(4) below with glycidyl(meth)acrylate in a predetermined solvent forabout 5 to about 30 hours at a temperature of about 50° C. to about 120°C. The predetermined solvent may be, e.g., alkylene monoalkyl etheracetate, methyl ethyl ketone, and/or methyl amyl ketones.

In formula 4 above, each R₁ may be independently hydrogen or methyl,each n may be independently an integer from 0 to 15, and each m may beindependently an integer from 2 to 4.

The fluorene-based urethane (meth)acrylate oligomer represented byformula (3) may be formed by reacting a fluorene diol derivativerepresented by formula (5) below with diisocyanate andhydroxyl(meth)acrylate in ester. The ester may be, for example, alkylenemonoalkyl ether acetate, e.g., methyl cellosolve acetate, propyleneglycol monomethyl ether acetate, 3-methoxy butyl-1-acetate, and soforth.

In formula 5 above, each R₁ may be independently hydrogen or methyl, andeach n may be independently an integer from 1 to 5.

The (meth)acrylate monomer employed in the curing composition of theradical ACF composition may include any suitable (meth)acrylate monomeras determined by one of ordinary skill in the art. Examples of the(meth)acrylate monomer may include one or more of 1,6-hexanediolmono(meth)acrylate; 2-hydroxyethyl(meth)acrylate;2-hydroxypropyl(meth)acrylate; 2-hydroxybutyl (meth)acrylate;2-hydroxy-3-phenyloxypropyl(meth)acrylate; 1,4-butanediol(meth)acrylate; 2-hydroxyalkyl(meth)acryloyl phosphate;4-hydroxycyclohexyl (meth)acrylate; neopentylglycol mono(meth)acrylate;trimethylolethane di(meth)acrylate; trimethylolpropane di(meth)acrylate;pentaerythritol tri(meth)acrylate; dipentaerythritolpenta(meth)acrylate; pentaerythritol hexa(meth)acrylate;dipentaerythritol hexa(meth)acrylate; glycerine di(meth)acrylate;t-hydroperfuryl(meth)acrylate; isodecyl(meth)acrylate;2-(2-ethoxyethoxy)ethyl(meth)acrylate; stearyl(meth)acrylate;lauryl(meth)acrylate; 2-phenoxyethyl(meth)acrylate;isobonyl(meth)acrylate; tridecyl(meth)acrylate; ethoxylated nonylphenol(meth)acrylate; ethylene glycol di(meth)acrylate; diethylene glycoldi(meth)acrylate; triethylene glycol di(meth)acrylate; t-ethylene glycoldi(meth)acrylate; polyethylene glycol di(meth)acrylate; 1,3-butyleneglycol di(meth)acrylate; tripropylene glycol di(meth)acrylate;ethoxylated bisphenol-A di(meth)acrylate; cyclohexanedimethanoldi(meth)acrylate; phenoxy-t-glycol (meth)acrylate;2-methacryloyloxyethyl phosphate; dimethylol tricyclodecanedi(meth)acrylate; trimethylolpropane benzoate acrylate; and/orfluorene-based (meth)acrylate.

More specifically, if a fluorene-based epoxy(meth)acrylate monomer isemployed in the curing composition of the radical ACF composition, thefluorene-based epoxy(meth)acrylate monomer represented by the formula(2) and/or the fluorene-based urethane (meth)acrylate monomerrepresented by the formula (3) may be used as the fluorene-based(meth)acrylate monomer. Example of commercially available fluorene-based(meth)acrylate monomers include BPEF-A (Osaka Gas).

Use of a fluorene-based (meth)acrylate oligomer or a (meth)acrylatemonomer may minimize or prevent short circuits because of superiorinsulating properties imparted by the fluorene structure. Further, lowinitial contact resistance and high reliability may be provided, therebyimproving productivity and reliability of the ACF.

The radical initiator employed in the curing composition of the radicalACF composition may include one or more of a light curing initiatorand/or a heat curing initiator. Examples of the light curing initiatormay include one or more of benzophenone, o-benzoylmethyl benzoate,4-benzoyl-4-methyldiphenyl sulfide, isopropyl thioxanthone, diethylthioxanthone, 4-diethylethyl benzoate, benzoin ether, benzoyl propylether, 2-hydroxy-2-methyl-1-phenyl propane-1-one, and/or diethoxyacetophenone.

The heat curing initiator may be either peroxide-based or azo-based.Examples of the peroxide-based heat curing initiator may include one ormore of t-butylperoxylaurate; 1,1,3,3-t-methylbutylperoxy-2-ethylhexanoate; 2,5-dimethyl-2,5-di(2-ethylhexanoylperoxy)hexane;1-cyclohexyl-1-methylethylperoxy-2-ethyl hexanoate;2,5-dimethyl-2,5-di(m-toluoylperoxy)hexane; t-butylperoxyisopropylmonocarbonate; t-butylperoxy-2-ethylhexyl monocarbonate; t-hexylperoxybenzoate; t-butylperoxy acetate; dicumyl peroxide;2,5-dimethyl-2,5-di(t-butylperoxy)hexane; t-butylcumyl peroxide;t-hexylperoxy neodecanoate; t-hexylperoxy-2-ethyl hexanoate;t-butylperoxy-2-2-ethylhexanoate; t-butylperoxy isobutylate;1,1-bis(t-butylperoxy)cyclohexane; t-hexylperoxyisopropyl monocarbonate;t-butylperoxy-3,5,5-trimethyl hexanoate; t-butylperoxy pivalate;cumylperoxy neodecanoate; di-isopropylbenzene hydroperoxide; cumenehydroperoxide; isobutyl peroxide; 2,4-dichlorobenzoyl peroxide;3,5,5-trimethylhexanoyl peroxide; octanoyl peroxide; lauroyl peroxide;lauryl peroxide; stearyol peroxide; succinyl peroxide; benzoyl peroxide;3,5,5-trimethylhexanoyl peroxide; benzoylperoxytoluene;1,1,3,3-tetramethylbutylperoxy neodecanoate;1-cyclohexyl-1-methylethylperoxy neodecanoate; di-n-propylperoxydicarbonate; di-isopropylperoxy carbonate; bis(4-t-butylcyclohexyl)peroxy dicarbonate; di-2-ethoxy methoxy peroxy dicarbonate;di(2-ethyl hexylperoxy)dicarbonate; dimethoxy butylperoxy dicarbonate;di(3-methyl-3-methoxy butylperoxy)dicarbonate;1,1-bis(t-hexylperoxy)-3,3,5-trimethyl cyclohexane;1,1-bis(t-hexylperoxy)cyclohexane;1,1-bis(t-butylperoxy)-3,3,5-trimethyl cyclohexane;1,1-(t-butylperoxy)cyclododecane; 2,2-bis(t-butylperoxy)decane;t-butyltrimethylsilyl peroxide; bis(t-butyl)dimethylsilyl peroxide;t-butyltriallylsilyl peroxide; bis(t-butyl)diallylsilyl peroxide; and/ortris(t-butyl)arylsilyl peroxide. Examples of the azo-based heatinitiator may include one or more of2,2′-azobis(4-methoxy-2,4-dimethylvaleronitrile);dimethyl-2,2′-azobis(2-methylpropionate);2,2′-azobis(N-cyclohexyl-2-methylpropionamide);2,2-azobis(2,4-dimethylvaleronitrile);2,2′-azobis(2-methylbutyronitrile);2,2′-azobis[N-(2-propenyl)-2-methylpropionamide];2,2′-azobis(N-butyl-2-methylpropionamide);2,2′-azobis[N-(2-propenyl)-2-methylpropionamide];1,1′-azobis(cyclohexane-1-carbonitrile); and/or1-[(cyano-1-methylethyl)azo]formamide.

Conductive Particles:

The conductive particles of the ACF composition may be used as a fillertherein for imparting conducting properties to ACF composition. varietyof suitable conductive particles may be used. Example of conductiveparticles may include metal particles, e.g., gold (Au), silver (Ag),nickel (Ni), copper (Cu), solder, crystalline or amorphous carbonparticles, resin-based particles, e.g., polyethylene, polypropylene,polyester, polystyrene, polyvinylalcohol based particles, metal coatedparticles, and insulation-coated conductive particles and so forth. Theconductive particles may have a diameter size of about 2 μm to about 30μm, and may be used as determined with respect to a pitch size of acorresponding circuit. The conductive particles may be present in theACF composition in an amount of about 0.01 wt % to about 20 wt % of theACF composition.

The Epoxy ACF Composition:

The epoxy ACF composition may be substantially similar to the radicalACF composition, with the exception of having a different curingcomposition. In other words, the epoxy ACF composition may include thebinder, an epoxy curing composition, and the conductive particles. Thebinder and conductive particles of the epoxy ACF composition may besubstantially identical to the binder and conductive particles describedpreviously with respect to the radical ACF composition, and therefore,their detailed description will not be repeated herein.

The Curing Composition:

The curing composition of the epoxy ACF composition may include at leastone epoxy component, i.e., an epoxy monomer, an epoxy oligomer, and/orand epoxy resin, and at least one heat curing agent.

The epoxy component of the epoxy ACF composition may be aliphatic oralicyclic, and may include one or more of bisphenol, novolac, and/orglycidyl. The epoxy component may be solid at room temperature, e.g.,phenol novolac, cresol novolac, an epoxy component having adicyclopentadiene in a main chain, polymerized or modified bisphenol Aor F, and so forth, and/or may be a liquid at room temperature, e.g.,bisphenol A and/or F. The epoxy component may include a soluble epoxycompound, e.g., dimer acid modified epoxy resin, an epoxy resin havingpropylene glycol in a main chain, urethane modified epoxy resin, and soforth. Examples of commercially available epoxy components includeDER-331 (Dow Chemical), YDCN-500-80P (Kukdo Chemical), YDCN-500-90P(Kukdo Chemical), YP-50 (Tohto Chemical), PKFE (InChemRez), and soforth.

The heat curing agent of the epoxy curing composition may be any heatcuring agent suitable for epoxy resins as determined by one of ordinaryskill in the art. Examples of the heat curing agent may include an acidanhydride based compound, an amine-based compound, an imidazole-basedcompound, and/or a hydrazide-based compound. The heat curing agent maybe present in the ACF composition in an amount of about 0.1 wt % toabout 15 wt % of the ACF composition.

The ACF composition according to an embodiment of the present inventionmay further include about 0.01 wt % to about 10 wt % of at least oneadditive, e.g., a polymerization inhibitor, an antioxidant, a heatstabilizer, and/or a curing accelerator, in order to providepredetermined physical properties to the ACF composition.

Examples of the polymerization inhibitor may include one or more ofhydroquinone, hydroquinone monomethyl ether, p-benzoquinone, and/orphenothiazine. The antioxidant may be used to prevent thermally inducedoxidation and to provide heat stability to the ACF composition, and mayinclude a branched phenolic or hydroxy cinnamate compound, e.g.,tetrakis-(methylene-(3,5-di-t-butyl-4-hydrocinnamate)methane;3,5-bis(1,1-dimethylethyl)-4-hydroxy benzene propanoic acid thioldi-2,1-ethanediyl ester; octadecyl 3,5-di-t-butyl-4-hydroxyhydrocinnamate (commercially available from Ciba); and/or2,6-di-t-p-methylphenol. The curing accelerator may include one or moreof a solid-phase imidazole based accelerator and/or a solid- andliquid-phase amine based curing accelerator.

An exemplary method of forming the ACF composition may includedissolving the thermoplastic resin and the SAN in an organic solvent,i.e., any suitable organic solvent as determined by one of ordinaryskill in the art, to form a first solution, stirring the first solutionwith the curing composition, i.e., either radical or epoxy, and theconductive particles for a predetermined time period to form a secondsolution, applying the second solution onto a release film to athickness of about 10 μm to about 50 μm, and drying the release film fora predetermined period of time to evaporate the organic solvent in orderto form a single layered ACF. The above process may be repeated amultiple number of times in to form a multi-layered ACF.

EXAMPLES Example 1

A binder of an ACF composition was prepared by mixing 10 wt % of nitrilebutadiene rubber (NBR) based resin (N-21, Nippon Zeon) dissolved intoluene/methyl ethyl ketone azeotropic solvent (30 vol %), 10 wt % ofacryl-based copolymer resin (KLS-1022, Fujikura Kasei) dissolved inmethyl ethyl ketone (25 vol %), 15 wt % of SAN copolymer resin (Luran S777K, BASF) dissolved in toluene/methyl ethyl ketone azeotropic solvent(50 vol %), and 10 wt % of cresol novolac type epoxy resin(YDCN-500-80P, Kukdo Chemical) dissolved in toluene (40 vol %).

Next, a radical curing composition was added to the binder by adding 38wt % of urethane acrylate oligomer (Miramer J-01, Miwon Commercial), 2wt % of 2-methacryloyloxyethyl phosphate, 5 wt % of pentaerythritoltri-acrylate, 6 wt % of 1,6-hexanediol di-acrylate, 0.5 wt % of benzoylperoxide, and 0.5 wt % of lauryl peroxide. Finally, 3 wt % ofinsulation-coated gold particles (NCI) having a diameter of 5 μm wereadded to the mixture to form an ACF composition.

Example 2

A binder of an ACF composition was prepared according to the method ofExample 1, with the exception of using 20 wt % of acryl-based resin(KLS-1035, Fujikura Kasei) dissolved in toluene/methyl ethyl ketone (20vol %), instead of 10 wt % NBR and 10 wt % of acryl-based copolymer(KLS-1022, Fujikura Kasei) in methyl ethyl ketone (25 vol %).

Next, a radical curing composition was added to the binder by adding 20wt % of epoxy acrylate oligomer (EB-600, SK Cytec), 20 wt % offluorene-based epoxy acrylate monomer (BPEF-A, Osaka Gas), 2 wt % of2-methacryloyloxyethyl phosphate, 3 wt % of pentaerythritoltri-acrylate, 6 wt % of 1,6-hexanediol di-acrylate, 0.5 wt % of benzoylperoxide, and 0.5 wt % of lauryl peroxide. Finally, 3 wt % ofinsulation-coated gold particles (NCI) having a diameter of 5 μm wereadded to the mixture to form an ACF composition.

Example 3

A binder of an ACF was prepared by mixing 15 wt % of NBR based resin(N-34, Nippon Zeon) dissolved in toluene/methyl ethyl ketone azeotropicsolvent (30 vol %), 20 wt % of SAN copolymer resin (SAN 350, KumhoPetrochemical) dissolved in toluene/methyl ethyl ketone azeotropicsolvent (50 vol %), and 10 wt % of cresol novolac type epoxy resin(YDCN-500-90P, Kukdo Chemical) dissolved in toluene (40 vol %).

Next, a radical curing composition was added to the binder by adding 12wt % of fluorene-based urethane acrylate oligomer [obtained by reacting4,4-(9-fluorenylidene-bis-2-phenoxyethanol) (Aldrich) with 2,4-trilenediisocyanate (Aldrich) in the presence of a catalyst and then with2-hydroxypropyl acrylate], 30 wt % of epoxy acrylate oligomer (EB-600,SK Cytec), 3 wt % of 2-methacryloyloxyethyl phosphate, 3 wt % ofpentaerythritol tri-acrylate, 3 wt % of 2-hydroxyethyl acrylate, 0.5 wt% of benzoyl peroxide, and 0.5 wt % of lauryl peroxide. Finally, 3 wt %of insulation-coated gold particles (NCI) having a diameter of 5 μm wereadded to the mixture to form an ACF composition.

Example 4

A binder of an ACF was prepared by mixing 20 wt % of acryl-based resin(SG-280, Nagase ChemteX) dissolved in methyl ethyl ketone (20 vol %), 25wt % of SAN copolymer resin (Luran SAN, Bayer) dissolved intoluene/methyl ethyl ketone azeotropic solvent (40 vol %), and 5 wt % ofcresol novolac type epoxy resin (YDCN-500-90P, Kukdo Chemical) dissolvedin toluene (40 vol %).

Next, a radical curing composition was added to the binder by adding 20wt % of urethane acrylate oligomer (EB-4883, SK Cytec), 17 wt % ofurethane acrylate oligomer (UV-3000B, Nippon Synthetic Chemical), 3 wt %of 2-methacryloyloxyethyl phosphate, 3 wt % of pentaerythritoltri-acrylate, 3 wt % of 2-hydroxyethyl acrylate, 0.5 wt % of benzoylperoxide, and 0.5 wt % of lauryl peroxide. Finally, 3 wt % ofinsulation-coated gold particles (NCI) having a diameter of 5 μm wereadded to the mixture to form an ACF composition.

Example 5

A binder of an ACF was prepared by mixing 20 wt % of NBR based resin(N-34, Nippon Zeon) dissolved in toluene/methyl ethyl ketone (30 vol %),20 wt % of SAN copolymer resin (AP-61, Cheil Industries) dissolved intoluene/methyl ethyl ketone azeotropic solvent (40 vol %), and 10 wt %of cresol novolac type epoxy resin (YDCN-500-90P, Kukdo Chemical)dissolved in toluene (40 vol %).

Next, a radical curing composition was added to the binder by adding 20wt % of urethane acrylate oligomer (UA-160™, Shin-Nakamura), 20 wt % ofepoxy acrylate oligomer (EB-3701, SK Cytec), 2 wt % of pentaerythritolhexa-acrylate, 2 wt % of 2-methacryloyloxyethyl phosphate, 2 wt % of2-hydroxyethyl acrylate, 0.5 wt % of benzoyl peroxide, and 0.5 wt % oflauryl peroxide. Finally, 3 wt % of insulation-coated gold particles(NCI) having a diameter of 5 μm were added to the mixture to form an ACFcomposition.

Example 6

A binder of an ACF was prepared by mixing 25 wt % of NBR based resin(N-34, Nippon Zeon) dissolved in toluene/methyl ethyl ketone (30 vol %),15 wt % of SAN copolymer resin (AP-TJ, Cheil Industries) dissolved intoluene/methyl ethyl ketone azeotropic solvent (40 vol %), and 10 wt %of cresol novolac type epoxy resin (YDCN-500-80P, Kukdo Chemical)dissolved in toluene (40 vol %).

Next, a radical curing composition was added to the binder by adding 15wt % of fluorene-based urethane acrylate oligomer used in Example 3, 25wt % of epoxy acrylate oligomer (EB-3701, SK-UCB), 2 wt % of2-methacryloyloxyethyl phosphate, 3 wt % of pentaerythritoltri-acrylate, 1 wt % of 2-hydroxyethyl acrylate, 0.5 wt % of benzoylperoxide, 0.5 wt % of lauryl peroxide. Finally, 3 wt % ofinsulation-coated gold particles (NCI) having a diameter of 5 μm wereadded to the mixture to form an ACF composition.

Example 7

A binder of an ACF was prepared according to the method of Example 5,with the exception of using 5 wt % of phenoxy resin (E-4275, JER)dissolved in toluene (40 vol %), instead of cresol novolac.

Next, an epoxy curing composition was added to the binder by adding 27wt % of bisphenol-A type epoxy resin (DER-331, Dow Chemical), 17 wt % ofcresol novolac type epoxy resin (YDCN-500-80P, Kukdo Chemical), 5 wt %of solid-phase modified imidazole curing agent (PN-21, Aginomoto), and 3wt % of solid-phase imidazole accelerator (EH-3293, Adeka). Finally, 3wt % of insulation-coated 5 gold particles (NCI) having a diameter of 5μm were added to the mixture to form an ACF composition.

Example 8

A binder of an ACF was prepared by mixing 15 wt % of NBR based resin(N-34, Nippon Zeon) dissolved in toluene/methyl ethyl ketone (30 vol %),20 wt % of SAN copolymer resin (AP-81, Cheil Industries) dissolved intoluene/methyl ethyl ketone azeotropic solvent (40 vol %), and 10 wt %of phenoxy resin (PKFE, InChemRez) dissolved in toluene (40 vol %) for30 minutes at 80° C.

Next, an epoxy curing composition was added to the binder by adding 24wt % of bisphenol-A type epoxy resin (YL-980, JER), 20 wt % of cresolnovolac type epoxy resin (YDCN-500-90P, Kukdo Chemical), 8 wt % ofsolid-phase modified imidazole curing agent (PN-30, Aginomoto), and 3 wt% of solid-phase imidazole accelerator (EH-3293, Adeka). Finally, 3 wt %of insulation-coated gold particles (NCI) having a diameter of 5 μm wereadded to the mixture to form an ACF composition.

Comparative Example 1

A binder of an ACF composition was prepared by mixing 20 wt % of NBRbased resin (N-34, Nippon Zeon) dissolved in toluene/methyl ethyl ketone(30 vol %), 15 wt % of acryl-based resin (SG-280, Nagase ChemteX)dissolved in toluene (30 vol %), and 10 wt % of cresol novolac typeepoxy resin (YDCN-500-90P, Kukdo Chemical) dissolved in toluene (40 vol%). The radical curing composition and gold particles were usedaccording to the method of Example 1.

Comparative Example 2

A binder of an ACF composition was prepared by mixing 10 wt % of NBRbased resin (N-34, Nippon Zeon) dissolved in toluene/methyl ethyl ketone(30 vol %), 25 wt % of acryl-based resin (KLS-1025, Fujikura Kasei)dissolved in toluene (30 vol %), and 12 wt % of cresol novolac typeepoxy resin (YDCN-500-90P, Kukdo Chemical) dissolved in toluene (40 vol%).

Next, a radical curing composition was added to the binder by adding 33wt % of epoxy acrylate oligomer (SP-4010, Showa Highpolymer), 12 wt % ofpentaerythritol hexa-acrylate, 2 wt % of 2-methacryloyloxyethylphosphate, 2 wt % of 2-hydroxyethyl acrylate, 0.5 wt % of benzoylperoxide, and 0.5 wt % of lauryl peroxide. Finally, 3 wt % ofinsulation-treated gold Au particles (NCI) having a diameter of 5 μmwere added to the mixture to complete the ACF composition.

Comparative Example 3

A binder of an ACF composition was prepared by mixing 25 wt % of NBRbased resin (N-34, Nippon Zeon) dissolved in toluene/methyl ethyl ketone(30 vol %), 15 wt % of acryl-based resin (KMM-34, Fujikura Kasei)dissolved in toluene (30 vol %), and 10 wt % of cresol novolac typeepoxy resin (YDCN-500-90P, Kukdo Chemical) dissolved in toluene (40 vol%). The radical curing composition and gold particles were usedaccording to the method of Example 6, with the exception of using acommercially available urethane acrylate oligomer (UV-3000B, NipponSynthetic Chemical) instead of the fluorene-based urethane acrylateoligomer.

Comparative Example 4

A binder of an ACF was prepared by mixing 20 wt % of NBR based resin(N-34, Nippon Zeon) dissolved in toluene/methyl ethyl ketone (30 vol %),20 wt % of acryl resin (SG-80H, Fujikura Kasei) dissolved in toluene (40vol %), and 5 wt % of phenoxy resin (PKFE, InChemRez) dissolved intoluene (40 vol %).

Next, a radical curing composition was added to the binder by adding 27wt % of bisphenol-A type epoxy resin (DER-331, Dow Chemical), 17 wt % ofcresol novolac type epoxy resin (YDCN-500-80P, Kukdo Chemical), 5 wt %of solid-phase modified imidazole curing agent (PN-21, Aginomoto), and 3wt % of solid-phase imidazole accelerator (EH-3293, Adeka). Finally, 3wt % of insulation-treated gold particles (NCI) having a diameter of 5μm were added to the mixture to complete the ACF composition.

Each of the ACF compositions formed in Examples 1-8 and ComparativeExamples 1-4 was stirred at room temperature (25° C.) for 60 minutes.Each composition was applied onto a silicon release-treated polyethylenebase film to a thickness of 20 μm by a casting knife. The ACFcomposition was dried for 10 minutes at 50° C. to complete formation ofeach ACF. Each of the completed ACFs was kept at room temperature for 1hour.

Next, each of the completed ACFs was evaluated in terms of adhesion andcontact resistance reliability under different conditions. Morespecifically, each ACF was used to electrically connect two indium tinoxide (ITO) glass substrates, and to form chip on film (COF) and TCPs.Each electrical connection was made by applying pressure of 1 MPa for 1second at 160° C. to provide initial bonding, followed by applyingpressure of 3 MPa for additional 5 seconds at 180° C. to strengthen theinitial bonding. Seven (7) samples were prepared for each ACF ofExamples 1-8 and Comparative Examples 1-4.

Adhesion and contact resistance were tested under room temperature andhumidity conditions by performing 90° peel strength test and a 4-probemethod, respectively. Adhesion and contact resistance were tested againby the same methods under high temperature and humidity conditions,i.e., after samples were left at 85° C. and R.H. 85% for a duration of1000 hours. Adhesion and contact resistance testing was repeated toevaluate thermal shock reliability by changing temperature from −40° C.to 80° C. for 1000 cycles. Result are reported Tables 1-2 below.

TABLE 1 Initial adhesion and reliability evaluation result Initial HighThermal Shock Adhesion Temperature/Humidity Adhesion (g_(f)/cm) Adhesion(g_(f)/cm) (g_(f)/cm) Example 1 950 1064 1120 Example 2 983 1066 1069Example 3 942 1019 1048 Example 4 979 1002 1001 Example 5 951 968 1082Example 6 1024 1093 1099 Example 7 979 1140 1227 Example 8 1091 12241290 Comparative 857 925 943 Example 1 Comparative 916 948 950 Example 2Comparative 896 950 951 Example 3 Comparative 930 955 949 Example 4

As illustrated in Table 1, ACFs in Examples 1-8, i.e., ACFs formedaccording to embodiments of the present invention, exhibited higheradhesion, as compared to ACFs in Comparative Examples 1-4, i.e., binderincluding no SAN copolymer.

TABLE 2 Initial contact resistance and reliability evaluation resultHigh Temperature/Humidity Thermal Initial Contact Contact Shock ContactResistance (Ω) Resistance (Ω) Resistance (Ω) Example 1 0.68 1.10 1.00Example 2 0.65 1.10 1.21 Example 3 0.55 1.02 1.00 Example 4 0.60 1.010.94 Example 5 0.50 0.95 0.97 Example 6 0.69 0.99 0.91 Example 7 0.630.94 1.00 Example 8 0.66 1.00 0.99 Comparative 0.73 1.49 1.47 Example 1Comparative 0.77 1.37 1.45 Example 2 Comparative 0.69 1.20 1.40 Example3 Comparative 0.81 1.48 1.35 Example 4

As illustrated in Table 2, the ACFs in Examples 1-8, i.e., ACFs formedaccording to embodiments of the present invention, exhibited lowercontact resistance, as compared to ACFs in Comparative Examples 1-4,i.e., binder including no SAN copolymer. This confirms that ACFs formedin accordance with embodiments of the present invention, i.e., includingSAN copolymer resin, may exhibit improved physical properties at roomtemperature/humidity, high temperature/humidity, and under thermal shockconditions, as compared to conventional ACFs, e.g., ACFs including noSAN copolymer.

An ACF formed of a composition according to an embodiment of the presentinvention, i.e., an ACF having a binder including a SAN copolymer resin,may be advantageous in minimizing or preventing short circuits due tosuperior adhesion, insulation, and reliability imparted thereto by themolecular structures of the styrene and acrylonitrile. As such, the ACFaccording to embodiments of the present invention may be advantageous insmall-sized circuit patterns, thereby contributing to development ofhigh-integration and high-density semiconductor devices, e.g., displaydevices.

Exemplary embodiments of the present invention have been disclosedherein, and although specific terms are employed, they are used and areto be interpreted in a generic and descriptive sense only and not forpurpose of limitation. Accordingly, it will be understood by those ofordinary skill in the art that various changes in form and details maybe made without departing from the spirit and scope of the presentinvention as set forth in the following claims.

1. An anisotropic conductive film (ACF) composition having adhesiveproperty, comprising: a binder including a thermoplastic resin and astyrene-acrylonitrile (SAN) copolymer resin; a curing composition; andconductive particles, wherein the curing composition includes: at leastone (meth)acrylate oligomer, at least one (meth)acrylate monomer, and atleast one radical initiator.
 2. The ACF composition as claimed in claim1, wherein: the thermoplastic resin is in an amount of about 5 wt % to50 wt % by weight of the ACF composition, the SAN copolymer resin is inan amount of about 5 wt % to about 50 wt % by weight of the ACFcomposition, the (meth)acrylate oligomer is in an amount of about 1 wt %to about 50 wt % by weight of the ACF composition, the (meth)acrylatemonomer is in an amount of about 1 wt % to about 30 wt % by weight ofthe ACF composition, the radical initiator is in an amount of about 0.1wt % to about 15 wt % by weight of the ACF composition, and theconductive particles are in an amount of about 0.01 wt % to about 20 wt% by weight of the ACF composition.
 3. The ACF composition as claimed inclaim 1, wherein the (meth)acrylate oligomer has an average molecularweight of 1,000 to about 100,000, and includes one or more of aurethane-based (meth)acrylate, an epoxy-based (meth)acrylate, apolyester-based (meth)acrylate, a fluorine-based (meth)acrylate, afluorene-based (meth)acrylate, a silicon-based (meth)acrylate, aphosphate-based (meth)acrylate, a maleimide modified (meth)acrylate,and/or an acrylate-methacrylate.
 4. The ACF composition as claimed inclaim 1, wherein the (meth)acrylate monomer includes one or more of1,6-hexanediol mono(meth)acrylate, 2-hydroxyethyl (meth)acrylate,2-hydroxypropyl (meth)acrylate, 2-hydroxybutyl (meth)acrylate,2-hydroxy-3-phenyloxypropyl (meth)acrylate, 1,4-butanediol(meth)acrylate, 2-hydroxyalkyl (meth)acryloyl phosphate, 4-hydroxycyclohexyl (meth)acrylate, neopentylglycol mono(meth)acrylate,trimethylolethane di(meth)acrylate, trimethylolpropane di(meth)acrylate,pentaerythritol tri(meth)acrylate, dipentaerythritolpenta(meth)acrylate, pentaerythritol hexa(meth)acrylate,dipentaerythritol hexa(meth)acrylate, glycerine di(meth)acrylate,t-hydroperfuryl (meth)acrylate, isodecyl (meth)acrylate,2-(2-ethoxyethoxy) ethyl (meth)acrylate, stearyl (meth)acrylate, lauryl(meth)acrylate, 2-phenoxyethyl (meth)acrylate, isobonyl (meth)acrylate,tridecyl (meth)acrylate, ethoxylated nonylphenol (meth)acrylate,ethylene glycol di(meth)acrylate, diethylene glycol di(meth)acrylate,triethylene glycol di(meth)acrylate, t-ethylene glycol di(meth)acrylate,polyethylene glycol di(meth)acrylate, 1,3-butylene glycoldi(meth)acrylate, tripropylene glycol di(meth)acrylate, ethoxylatedbisphenol-A di(meth)acrylate, cyclohexanedimethanol di(meth)acrylate,phenoxy-t-glycol (meth)acrylate, 2-methacryloyloxyethyl phosphate,dimethylol tricyclodecane di(meth)acrylate, trimethylolpropane benzoateacrylate, and/or fluorene-based (meth)acrylate.
 5. The ACF compositionas claimed in claim 1, wherein the (meth)acrylate oligomer and/or the(meth)acrylate monomer includes a fluorene-based (meth)acrylate.
 6. TheACF composition as claimed in claim 5, wherein the (meth)acrylateoligomer and/or the (meth)acrylate monomer includes a fluorene-basedepoxy (meth)acrylate represented by formula (2) below,

wherein each of R₁ and R₂ is independently hydrogen or methyl, each n isindependently an integer from 0 to 15, and each m is independently aninteger from 2 to 4, or a fluorene-based urethane (meth)acrylaterepresented by formula (3) below,

wherein each of R₁ and R₄ is independently hydrogen or methyl, each ofR₂ and R₃ is independently a C₁₋₂₀ aliphatic or C₅₋₂₀ alicyclic oraromatic group, each n is independently an integer from 1 to 5, and eachm is independently an integer from 2 to
 5. 7. The ACF composition asclaimed in claim 1, wherein the radical initiator is a light curinginitiator or a heat curing initiator.
 8. The ACF composition as claimedin claim 1, further comprising at least one additive in an amount ofabout 0.1 wt % to about 10 wt % by weight of the ACF composition, theadditive being one or more of a polymerization inhibitor, anantioxidant, a heat stabilizer, and/or a curing accelerator.
 9. The ACFcomposition as claimed in claim 1, wherein the SAN copolymer resin has aglass transition temperature of about 100 ° C. to about 200 ° C.
 10. TheACF composition as claimed claim 1, wherein the SAN copolymer resin hasan average molecular weight of about 5,000 to about 200,000.
 11. The ACFcomposition as claimed in claim 1, wherein the thermoplastic resin hasan average molecular weight of about 1,000 to about 1,000,000 andincludes one or more of an acrylonitrile-based resin, a butadiene-basedresin, an acryl-based resin, a urethane-based resin, an epoxy basedresin, a phenoxy-based resin, a polyamide-based resin, an olefin-basedresin, and/or a silicon-based resin.
 12. The ACF composition as claimedin claim 1, wherein the conductive particles include metal particles,crystalline carbon particles, amorphous carbon particles, metal coatedpolymeric particles, and/or insulation-coated conductive particles. 13.A method of manufacturing an anisotropic conductive film (ACF)composition having adhesive property, the method comprising: forming abinder including a thermoplastic resin and a styrene-acrylonitrile (SAN)copolymer resin; and combining a curing composition and conductiveparticles with the binder, wherein the curing composition includes: atleast one (meth)acrylate oligomer, at least one (meth)acrylate monomer,and at least one radical initiator.